Villainous Widow's Peak

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In real life, the widow's peak (a distinct point in the hairline in the center of the forehead) is a result of a lower-than-usual position of the intersection of the bilateral periorbital fields of hair-growth suppression on the forehead and is a dominant inherited trait. The term widow's peak is from an old wives' tale saying that hair growing to a point on the forehead is an omen of early widowhood.

For some reason, in fiction, it seems like it's also an omen of becoming the villain (or, at least, becoming one big badass). Maybe because it makes one's hairline look like Angry Eyebrows.

Actually, in some villains this may be because of weird pattern balding, where the hairline recedes on either side of the center just a bit, as a sign of the stress of their job.

Baron Ashura from Mazinger Z is The Dragon of the Big Bad and he/she has this hairstyle. It is not obvious from first because he/she always wears a cowl, but if you pay attention, you can notice indeed he has one.

In Alan Moore's Top 10 story "Deadfellas", in which Hungarian vampires are analogous to Sicilian mobsters, the younger vampires laugh at the older "vidow's peak Vlads" for their horror-movie behavior and dress style, much as the Real Life "Mustache Petes" were derided and ousted by younger and less honor-bound mobsters.

Ming the Merciless in Flash Gordon may or may not have had one, but the metal skullcaps he wore were clearly evocative of that shape.

Raven actually grew one over the course of the New Teen Titans, eventually inspiring a plot concerning her father Trigon.

Doctor Strange had one when first introduced (as a good-but-unnerving "master of black magic" who was meant to seem vaguely demonic). He still has it, but it's milder now that he's an unambiguous hero.

Both Norman Osborn has one in Spider-Man. His son Harry used to have an identical hairstyle, but these days he's shaved bald and has a beard, in order to remain as distant from Norman as possible after the American Son debacle during Dark Reign.

The Sub-Mariner sports a beautiful one. Whether Namor is villainous or not depends on the continuity.

The text of the books doesn't mention it, but many illustrations of Lord Vetinari have this.

Dr. Hix, of the Department of Post-Mortem Communications, has one as part of his (slightly) evil image.

In Alexander Kazantsev's Destruction of Faena, the eponymous planet is inhabited by the two "races": the "longfaces" (humans who have the widow's peak) and "roundheads" (the rest), with the former generally being major assholes who believe themselves to be the master race. Kazantsev was probably satirizing the racism based on the skin color with this one.

This is a racial trait in the Dragaera series, in which it is called a "noble's point" and all "Dragaerans" (read elves) have them except for the Teckla, who are still elves, but are the peasant class. Not evil per se, but they have a tendency to be pretty ruthless, especially if you are a Teckla or human.

The Master has one of these in some of his incarnations, most noticeably on Roger Delgado. They gave Delgado that widow's peak for the role  they thought it looked more sinister than a receding hairline. (They also widened the white streaks in his beard.)

The heart-shaped white portion of Bendy's face (at least on the posters and cut-outs) give his impression in Bendy and the Ink Machine. Although he was the star of a cartoon in this design of his, the 3D version of him is the game's Big Bad.

Though not as pronounced as other examples, Vlad Masters of Danny Phantom clearly has one, furthering his vampire-like appearance.

Averted with Aqualad from Young Justice, whos has regular-sized widow's peak, but is a hero. Subverted in season 2 when Aqualad undergoes a FaceHeel Turn and works for Black Manta, but it turns out he was a Fake Defector infiltrating the Light.

Thomas the Tank Engine: Averted by Terence the Tractor, who while he has a widow's peak or at least the appearance of one, is nothing but level-headed and helpful.

Notably employed in the Real Life deliberately shaven sakayaki tonsure of historical Samurai, supposedly developed along with the topknot (chonmage) to allow a better fit when wearing a helmet. Younger Samurai were obliged only to shave and shape their immediate hairline into a highly defined widow's-peak, but older Samurai would extend the tonsure well past the crown, while retaining the widow's peak for as long as age-induced baldness would allow, sometimes growing their topknots into shapes that could be folded back over the tonsure, improbably making this style overlap with both Bald of Awesome and a comb-over. This fashion was gradually adopted by the wider Japanese culture in latter periods, but is now only seen, like topknots themselves, on sumo wrestlers.

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